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Compound Detail

CHEMBL4862901

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Cc1sc(C(=O)c2cncnc2N[C@@H]2C[C@H](COS(N)(=O)=O)[C@@H](O)C2)cc1[C@@H]1NCCc2ccc(Cl)cc21

Basic Information

ChEMBL ID CHEMBL4862901
Phase Preclinical
Structure Type MOL
InChI Key LXRZVMYMQHNYJB-UNXOBOICSA-N
7
Targets
10
Activities
2
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

578.1
MW (Da)
2.74
ALogP
10
HBA
4
HBD
156.5
PSA (Ų)
0.30
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C25H28ClN5O5S2
MW 578.12
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -0.38

Activity Summary

IC50 8 meas. best 9.0
EC50 2 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SUMO-activating enzyme
CHEMBL2095174
IC50 9.0 7.915 1.0 4
OCI-Ly10
CHEMBL4483285
EC50 8.4 8.4 4.0 1
Carbonic anhydrase 2
CHEMBL205
IC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
IC50 7.26 7.26 55.0 1
HCT-116
CHEMBL394
EC50 7.2 7.2 63.0 1
Carbonic anhydrase 1
CHEMBL261
IC50 7.05 7.05 90.0 1
NEDD8 activating enzyme
CHEMBL3831283
IC50 6.02 6.02 960.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 18037.34 ng.hr.mL-1 Rattus norvegicus
AUC 289.06 ng.hr.mL-1 Rattus norvegicus
AUC 18499.84 ng.hr.mL-1 Rattus norvegicus
AUC 173.44 ng.hr.mL-1 Rattus norvegicus
CL 1.667 mL.min-1.kg-1 Rattus norvegicus
CL 61.67 mL.min-1.kg-1 Rattus norvegicus
F 10.0 % Rattus norvegicus
F 7.3 % Rattus norvegicus
T1/2 2.6 hr Rattus norvegicus
T1/2 2.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
33631934 10.1021/acs.jmedchem.0c01491 ADMET 15
- 10.6019/CHEMBL5303304 Fibroblast 10
- 10.6019/CHEMBL5303304 U2OS 9
33631934 10.1021/acs.jmedchem.0c01491 SUMO-activating enzyme 8
- 10.6019/CHEMBL5303304 HEK-293T 5
33631934 10.1021/acs.jmedchem.0c01491 No relevant target 3
33631934 10.1021/acs.jmedchem.0c01491 HCT-116 2
33631934 10.1021/acs.jmedchem.0c01491 OCI-Ly10 2
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
- 10.6019/CHEMBL5308504 Peregrin 1
- 10.6019/CHEMBL5308504 Fibroblast growth factor receptor 3 1
- 10.6019/CHEMBL5308504 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5308504 Aurora kinase A 1
- 10.6019/CHEMBL5308504 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5308504 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5308504 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5308504 Casein kinase I isoform delta 1
33631934 10.1021/acs.jmedchem.0c01491 Carbonic anhydrase 2 1
33631934 10.1021/acs.jmedchem.0c01491 Carbonic anhydrase 1 1
33631934 10.1021/acs.jmedchem.0c01491 NEDD8 activating enzyme 1

Data from ChEMBL 36 via Core Engine